(E)-N'-(4-Chlorobenzylidene)-, (E)-N'-(4-bromobenzylidene)- and (E)-N'-[4-(diethylamino)benzylidene]- derivatives of 4-hydroxybenzohydrazide.

doi:10.1107/S0108270112038462

Paper

(E)-N'-(4-Chlorobenzylidene)-, (E)-N'-(4-bromobenzylidene)- and (E)-N'-[4-(diethylamino)benzylidene]- derivatives of 4-hydroxybenzohydrazide.

Published Oct 15, 2012 · A. Subashini, K. Ramamurthi, H. Stoeckli-Evans

Acta crystallographica. Section C, Crystal structure communications

UNKNOWN SJR score

4

Citations

0

Influential Citations

Full textSemantic Scholar

Abstract

The 4-chloro- [C(14)H(11)ClN(2)O(2), (I)], 4-bromo- [C(14)H(10)BrN(2)O(2), (II)] and 4-diethylamino- [C(18)H(21)N(3)O(2), (III)] derivatives of benzylidene-4-hydroxybenzohydrazide, all crystallize in the same space group (P2(1)/c), (I) and (II) also being isomorphous. In all three compounds, the conformation about the C=N bond is E. The molecules of (I) and (II) are relatively planar, with dihedral angles between the two benzene rings of 5.75 (12) and 9.81 (17)°, respectively. In (III), however, the same angle is 77.27 (9)°. In the crystal structures of (I) and (II), two-dimensional slab-like networks extending in the a and c directions are formed via N-H···O and O-H···O hydrogen bonds. The molecules stack head-to-tail via π-π interactions involving the aromatic rings [centroid-centroid distance = 3.7622 (14) Å in (I) and 3.8021 (19) Å in (II)]. In (III), undulating two-dimensional networks extending in the b and c directions are formed via N-H···O and O-H···O hydrogen bonds. The molecules stack head-to-head via π-π interactions involving inversion-related benzene rings [centroid-centroid distances = 3.6977 (12) and 3.8368 (11) Å].

Study Snapshot

The crystal structures of 4-chloro-, 4-bromo-, and 4-diethylamino-benzylidene derivatives reveal diverse hydrogen bonding patterns and a strong influence of aromatic rings on their structures.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Sign up to use Study Snapshot

Consensus is limited without an account. Create an account or sign in to get more searches and use the Study Snapshot.

Create an account

Paper

(E)-N'-(4-Chlorobenzylidene)-, (E)-N'-(4-bromobenzylidene)- and (E)-N'-[4-(diethylamino)benzylidene]- derivatives of 4-hydroxybenzohydrazide.

Sign up to use Study Snapshot

References

Design and Synthesis of p-hydroxybenzohydrazide Derivatives for their Antimycobacterial Activity

The design and synthesis of p-hydroxybenzohydrazide derivatives showed potential as potent inhibitors of H37RV, a key tuberculosis pathogen.

Synthesis and antitumor activity of (4-hydroxyphenyl)[5-substituted alkyl/aryl)-2-thioxo-1,3,4-thiadiazol-3-yl]methanone and [(3,4-disubstituted)-1,3-thiazol-2ylidene]-4-hydroxybenzohydrazide

Compounds 4.a-4.c and 6.a-6.d show promising antitumor activity against leukemia, non-small lung cancer, and renal cancer cell lines.

publCIF: software for editing, validating and formatting crystallographic information files

PublCIF is a free software tool for creating, editing, validating, and formatting crystallographic information files for journal publication, providing access to resources and tools for structure report preparation.

(E)-N′-[4-(Dimethylamino)benzylidene]-4-hydroxybenzohydrazide hemihydrate

This compound exhibits a three-dimensional network of hydrogen bonds between hydrazide molecules and water, resulting in a complex, symmetrical crystal structure.

4-Hydroxy-N′-(4-methoxybenzylidene)benzohydrazide

The compound shows an E configuration about the C=N bond and is linked into a two-dimensional network through O-HO and N-HO hydrogen bonds.

Citations

Synthesis, Structure and Biological Activity of Hydrazones Derived from 2- and 4-Hydroxybenzoic Acid Hydrazides

Hydrazones derived from 2- and 4-hydroxybenzoic acid hydrazides show promising antimicrobial and antiradical activity.

Crystal structure of (E)-N′-(3,4-dihydroxybenzylidene)-4-hydroxybenzohydrazide

The crystal structure of (E)-N′-(3,4-dihydroxybenzylidene)-4-hydroxybenzohydrazide reveals its conformation and connections through N-H, O-H, and - interactions.